(αS,γS,δS,ζS)-N-(3-氨基-2,2-二甲基-3-氧代丙基)-δ-叠氮-γ-羟基-4-甲氧基-3-(3-甲氧基丙氧基)-α, ζ-二异丙基-苯辛酰胺合成路线 （共 55 条）
反应条件
dihydrogen peroxide; sodium hydroxide in water T=20 - 40°C;
参考文献
MAYLAN LABORATORIES LTD; RAMA, Shankar; VADALI, Lakshmana Rao; MITTAPELLY, Nagaraju; RAVI, Vijaya Krishna; SAIDUGARI, Swamy
Patent: WO2013/144979 A1, 2013 ;
Location in patent: Page/Page column 10-11 ;
参考文献
AUSPEX PHARMACEUTICALS, INC.
Patent: US2010/124550 A1, 2010 ;
US 20100124550 A1
反应条件
1: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C 2: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 3: NEt3 / CH2Cl2 4: 85 percent / NaN3; 15-crown-6; DMPU 5: 59 percent / 2-OH-pyridine; NEt3 View Scheme
参考文献
MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; VENKAT REDDY, Ghojala; RAMA SUBBA REDDY, Karamala; SAHADEVA REDDY, Maramreddy
Patent: WO2011/148392 A1, 2011 ;
反应条件
2-hydroxy-pyridine; triethylamine T=85 - 90°C; 16 h;
参考文献
MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; VENKAT REDDY, Ghojala; RAMA SUBBA REDDY, Karamala; SAHADEVA REDDY, Maramreddy
Patent: WO2011/148392 A1, 2011 ;
Location in patent: Page/Page column 53-54 ;
反应条件
1: 70 percent / SOCl2; pyridine 2: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C 3: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 4: NEt3 / CH2Cl2 5: 85 percent / NaN3; 15-crown-6; DMPU 6: 59 percent / 2-OH-pyridine; NEt3 View Scheme
参考文献
MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; VENKAT REDDY, Ghojala; RAMA SUBBA REDDY, Karamala; SAHADEVA REDDY, Maramreddy
Patent: WO2011/148392 A1, 2011 ;
反应条件
2-hydroxy-pyridine; triethylamine T=80°C;
参考文献
Sandham; Taylor; Carey; Fassler
Tetrahedron Letters, 2000 , vol. 41, # 51 p. 10091 - 10094
反应条件
1.1: 82 percent 2.1: H2 / Pd/C / ethyl acetate / 20 °C 3.1: (COCl)2 / dimethylformamide / 20 °C 4.1: NaOH / toluene / 20 °C 5.1: LDA; LiCl / tetrahydrofuran / 0 °C 5.2: tetrahydrofuran / 20 °C / Heating 6.1: 66 percent / BH3*NH3; n-BuLi / tetrahydrofuran / 20 °C 7.1: POCl3; DMF / toluene / 80 °C 8.1: 51 percent 9.1: DMAP / CH2Cl2 / 20 °C 10.1: NaN3; NMP / 60 °C 11.1: 76 percent / 2-hydroxypyridine; Et3N / 80 °C View Scheme
参考文献
MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; VENKAT REDDY, Ghojala; RAMA SUBBA REDDY, Karamala; SAHADEVA REDDY, Maramreddy
Patent: WO2011/148392 A1, 2011 ;
反应条件
1: 90 percent / NaBH4; I2 / 96 h / 20 °C 2: 70 percent / SOCl2; pyridine 3: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C 4: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 5: NEt3 / CH2Cl2 6: 85 percent / NaN3; 15-crown-6; DMPU 7: 59 percent / 2-OH-pyridine; NEt3 View Scheme
参考文献
MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; VENKAT REDDY, Ghojala; RAMA SUBBA REDDY, Karamala; SAHADEVA REDDY, Maramreddy
Patent: WO2011/148392 A1, 2011 ;
反应条件
1.1: 4-(N,N-dimethlyamino)pyridine / anhydrous dichloroethane / 0.5 h / 20 °C 1.2: 14.5 h / 10 - 30 °C 2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -70 °C / Inert atmosphere 2.2: -70 - 5 °C 3.1: dihydrogen peroxide; lithium hydroxide hydrate / water; tetrahydrofuran / 0 - 30 °C 4.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere 4.2: 5.75 h / 0 - 30 °C 5.1: N-chloro-succinimide; triphenylphosphine / dichloromethane / 5.5 h / -40 - 30 °C 6.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere 6.2: 12.5 h / 0 - 5 °C 7.1: water; lithium hydroxide hydrate / tetrahydrofuran; methanol / 26 h / 65 - 70 °C 7.2: 0.5 h / 0 - 5 °C 8.1: hydrogenchloride / anhydrous dichloroethane; water / 0 - 5 °C / pH 2.5 8.2: 14.25 h / 0 - 30 °C 9.1: N-bromosuccinmide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C 10.1: sodium azide / ethylene glycol / 20 h / 80 - 85 °C 11.1: triethylamine; 2-hydroxy-pyridine / 16 h / 85 - 90 °C View Scheme
参考文献
MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; VENKAT REDDY, Ghojala; RAMA SUBBA REDDY, Karamala; SAHADEVA REDDY, Maramreddy
Patent: WO2011/148392 A1, 2011 ;
反应条件
1.1: hydrogen; acetic acid / palladium on activated charcoal / 60 - 70 °C / 2942.29 Torr 2.1: dihydrogen peroxide; lithium hydroxide hydrate / water; tetrahydrofuran / 0 - 30 °C 3.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere 3.2: 5.75 h / 0 - 30 °C 4.1: N-chloro-succinimide; triphenylphosphine / dichloromethane / 5.5 h / -40 - 30 °C 5.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere 5.2: 12.5 h / 0 - 5 °C 6.1: water; lithium hydroxide hydrate / tetrahydrofuran; methanol / 26 h / 65 - 70 °C 6.2: 0.5 h / 0 - 5 °C 7.1: hydrogenchloride / anhydrous dichloroethane; water / 0 - 5 °C / pH 2.5 7.2: 14.25 h / 0 - 30 °C 8.1: N-bromosuccinmide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C 9.1: sodium azide / ethylene glycol / 20 h / 80 - 85 °C 10.1: triethylamine; 2-hydroxy-pyridine / 16 h / 85 - 90 °C View Scheme
参考文献
MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; VENKAT REDDY, Ghojala; RAMA SUBBA REDDY, Karamala; SAHADEVA REDDY, Maramreddy
Patent: WO2011/148392 A1, 2011 ;
